tert-Butoxy bis(dimethylamino)methane → (E)-3-(4-Chlorophenyl)-2-(3-(2-(dimethylamino)vinyl)-4-nitrophenyl)quinazolin-4(3H)-one

HRID 1846363Notes

Reaction equation

C(O[CH:6](N(C)C)[N:7]([CH3:9])[CH3:8])(C)(C)C.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[C:33]([CH3:40])[CH:32]=2)=[CH:16][CH:15]=1>CN(C=O)C>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[C:33](/[CH:40]=[CH:6]/[N:7]([CH3:9])[CH3:8])[CH:32]=2)=[CH:16][CH:15]=1

Participants

Conditions

Temperature: 40 °C

Procedure

tert-butoxybis(dimethylamino)methane (0.47 mL, 2.30 mmol) was added to a solution of 3-(4-chlorophenyl)-2-(3-methyl-4-nitrophenyl)quinazolin-4(3H)-one (0.300 g, 0.76 mmol) in DMF (30 mL). After heating at 40° C. for 3.5 hours, concentration in vacuo afforded (E)-3-(4-Chlorophenyl)-2-(3-(2-(dimethylamino)vinyl)-4-nitrophenyl)quinazolin-4(3H)-one (0.342 g, 100%).

Workup

concentrationconcentration in vacuo

Sources & evidence

ORD record: ord-7af2515edb834c8b9020292471130616
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952021B2

Reaction notes

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